Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...
Patent
1995-04-18
1998-11-24
Bernhardt, Emily
Organic compounds -- part of the class 532-570 series
Organic compounds
Nitrogen attached directly or indirectly to the purine ring...
544396, 544397, 544400, C07D24104
Patent
active
058408967
ABSTRACT:
There is disclosed a process for preparing ophenyl)pentyl!-1-piperazineacetamide which comprises the steps of (a) cyclizing (-)-(S,S)-N.sup.1,N.sup.2 -bis(1-phenylethyl)-1,2-ethanediamine with 2,3-dibromopropanamide in a reaction-inert solvent in the presence of a base, thus yielding an intermediate; (b) resolving the intermediate of into two stereoisomers and recovering thereby hydrogenolyzing hydrogen atmosphere in an alkanol in the presence of a hydrogenation catalyst to produce (+) -2-piperazinecarboxamide; (d) reductively N-alkylating (+)-2-piperazinecarboxamide with 5,5-bis(4-fluorophenyl)pentaldehyde under a hydrogen atmosphere in an alkanol in the presence of a hydrogenation catalyst to produce a compound of the formula: ##STR1## (e) N-alkylating the compound of Formula (VII) with an alkylating reagent of the formula: ##STR2## wherein W represents a reactive leaving group, in a reaction-inert solvent in the presence of a base to form the nitro analog of the desired compound; and (f) reducing the nitro compound in the presence of a reducing agent in a reaction-inert solvent.
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Van Belle Herman
Van Laerhoven Willy Joannes Carolus
Bernhardt Emily
Ciambrone Coletti Ellen
Janssen Pharmaceutica N.V.
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